2-(((6-(Hydroxycarbamoyl)-[1,1'-biphenyl]-3-yl)methyl)-carbamoyl)benzoic Acid

ID: ALA4747652

PubChem CID: 162649890

Max Phase: Preclinical

Molecular Formula: C22H18N2O5

Molecular Weight: 390.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccccc1C(=O)NCc1ccc(C(=O)NO)c(-c2ccccc2)c1

Standard InChI:  InChI=1S/C22H18N2O5/c25-20(16-8-4-5-9-18(16)22(27)28)23-13-14-10-11-17(21(26)24-29)19(12-14)15-6-2-1-3-7-15/h1-12,29H,13H2,(H,23,25)(H,24,26)(H,27,28)

Standard InChI Key:  NZZXJHIUQAVZSF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.1665  -21.4694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8730  -21.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5819  -21.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5824  -22.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2905  -22.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9979  -22.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9929  -21.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2842  -21.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7074  -22.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7109  -23.4982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4133  -22.2694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1228  -22.6749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6959  -21.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4066  -21.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1111  -21.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1062  -20.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3909  -19.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6893  -20.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4575  -21.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7511  -21.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4551  -20.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0457  -21.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3397  -21.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3417  -22.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0556  -22.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7587  -22.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4697  -22.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4763  -23.5085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1741  -22.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  7 13  1  0
  1 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 20  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4747652

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 390.40

Molecular Weight (Monoisotopic): 390.1216

AlogP: 3.10

#Rotatable Bonds: 6

Polar Surface Area: 115.73

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.66

CX Basic pKa: ┄

CX LogP: 2.92

CX LogD: -0.41

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: -0.65

References

1. Mak JYW,Wu KC,Gupta PK,Barbero S,McLaughlin MG,Lucke AJ,Tng J,Lim J,Loh Z,Sweet MJ,Reid RC,Liu L,Fairlie DP.  (2021)  HDAC7 Inhibition by Phenacetyl and Phenylbenzoyl Hydroxamates.,  64  (4.0): [PMID:33570940] [10.1021/acs.jmedchem.0c01967]

Source

Source(1):

• Scientific Literature